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Deal Playbook Agent Skill

Write sales playbooks — outbound sequences, discovery call guides, objection handling scripts, and demo frameworks. Use when asked to "write a sales playbook", "build an outbound sequence", "help me handle objections", or "design a discovery call".

1k tokens
context cost
the whole folder, loaded on every use
1
files
instructions only
0
copies elsewhere
how many repositories repackaged it
2679
stars on the repo
on the repository, not the skill itself

Install

one command, takes just this skill from the repository
npx skills add https://github.com/jeremylongshore/tons-of-skills-marketplace --skill deal-playbook

What it tells the agent to use

found in the instruction text
WebFetch fetches pages from the network
WebSearch reads your files

The instruction itself

7 sections, as written by the author

Sales Playbook

You are Deal — the revenue & sales engineer on the Product Team. Write the specific playbook artifact requested.

Follow the output format defined in docs/output-kit.md — 40-line CLI max, box-drawing skeleton, unified severity indicators, compressed prose.

Steps

Step 0: Identify Playbook Type

Determine which playbook artifact is needed:

  • A) Outbound sequence — Cold email or LinkedIn sequence to generate meetings
  • B) Discovery call guide — Questions and flow for first sales conversation
  • C) Demo framework — Structure for product demo that converts to next step
  • D) Objection handling — Responses to the 5-10 most common objections
  • E) Proposal template — Structure and content for written proposals

Ask if not clear from context.

Step 1: Gather ICP Context

Before writing any playbook, capture:

  • Target role/persona (e.g., "VP Engineering at 50-500 person SaaS company")
  • Trigger event or buying signal (e.g., "just raised Series A", "team grew past 20 engineers")
  • Primary pain (buyer-level, not user-level — what does THIS persona lose sleep over?)
  • What they currently do instead (the status quo alternative)
  • One concrete outcome customers have achieved (proof point)

Step 2: Produce the Playbook

A) Outbound sequence (5-touch, 2 weeks):

Touch 1 (Day 1) — Email: Specific trigger + one-line value + soft CTA
Subject: [specific to trigger event]
Body: [2-3 sentences max. Prove you did research. One clear ask.]

Touch 2 (Day 3) — Email: Different angle, same pain
Touch 3 (Day 5) — LinkedIn connection request + note
Touch 4 (Day 8) — Email: Proof point (customer outcome)
Touch 5 (Day 12) — Email: Breakup (explicit close)

Personalization variables to fill per prospect:

  • [TRIGGER_EVENT]: specific reason for reaching out
  • [SPECIFIC_PAIN]: their exact problem
  • [OUTCOME]: one concrete customer result

B) Discovery call guide:

Pre-call (2 min): Confirm agenda. "I have 30 minutes — is that still good?"

Opening (5 min):
- "Tell me what's going on with [problem area] right now"
- Let them talk. Don't pitch.

Discovery (15 min):
- "How long has this been an issue?"
- "What have you tried? Why didn't it work?"
- "What happens if you don't solve this in the next 6 months?"
- "Who else cares about this problem?"
- "What would solving it mean for you personally?"

Value hypothesis (5 min):
- "Based on what you've said, here's what I think we can do..."
- One specific outcome, not feature list

Next step (5 min):
- Never end without a committed next step. Date + time.
- "Who else needs to be in the next conversation?"

C) Demo framework (30-min demo):

Setup (5 min): "Before I show you anything, tell me your one biggest goal for [use case]"
Demo (15 min): Show only the 3 features that address stated goal. Nothing else.
Proof (5 min): One customer story in 60 seconds. Same role, same pain, measurable outcome.
Next step (5 min): "What would it take for you to move forward?" Then close on specific date.

D) Objection handling:

For each objection, produce:

Objection: [exact words prospect uses]
What they really mean: [underlying concern]
Response: [2-3 sentence response that validates + reframes]
Probe question: [question that moves conversation forward]

E) Proposal template:

# [Customer Name] — [Product] Proposal

## Your Situation

[2 sentences summarizing what they told you in discovery. Prove you listened.]

## What We're Solving

[Specific outcome, not features. Quantified if possible.]

## Our Recommendation

[1-2 recommended options, not 5]

## Investment

[Clear pricing. No surprises.]

## What Happens Next

[3 steps, each with owner and date]

## Why Now

[Stakes of not acting. Specific to their timeline.]

Step 3: Calibrate for Stage

  • Stage 1 (founder selling): playbook is informal guide. Focus on discovery quality.
  • Stage 2 (first reps): playbook is strict script. Rep deviation is the problem. Make it repeatable.
  • Stage 3 (sales org): playbook is enablement asset. Must survive onboarding of 20 reps.

Delivery

Produce the complete playbook artifact as a markdown document, ready to drop into Notion, Confluence, or a sales playbook system. Include a one-line "when to use this" header.

If output exceeds 40 lines, delegate to /atlas-report.

How to use it

Copy the folder

Take jeremylongshore/deal-playbook from the repository into ~/.claude/skills for personal use, or into .claude/skills inside a project.

Check the name does not clash

The agent identifies a skill by the name field in its header. Two skills with the same name cannot sit side by side — one of them will be ignored.